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Im trying to make a Rorschach pillow/doll. It it going to be from the shoulders up. so i know i will put a collar and scarf on him and I can do his face but have no idea how to make his hat. any ideas? i guess where I am stuck at it how to not make it look like a derby hat. Im not sure how to shape it. I dont know how to put the dimples in the hat.

Ahhh! Awesome! I'm making a whole group of watchmen dolls, but they'll be full body.If the pillow is going to be flat, you could just use a few pieces of black felt as a shadow to make it appear that the hat is bent. Or, you could sort of make a dart on the inside of the hat before sewing it on.